3,351

Homes in ZIP Code 12564

Section Image
    • 45 Fenwood Dr, Pawling, NY 12564

      Est $521,268 Not Listed For Sale

      45 Fenwood Dr, Pawling, NY 12564

      • 3 Beds
      • 2 Baths
      • 1,824 Sq Ft
      • Built 1976
      45 Fenwood Dr, Pawling, NY 12564

      Last Sold Summary

      • 12% Above List Price
      • $256/SF
      • 74 Days On Market

      Last Sold Price $467,000

      Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  • 12 Berry Ln, Pawling, NY 12564

    $820,000 Sold Jul 28, 2025

    12 Berry Ln, Pawling, NY 12564

    • 4 Beds
    • 3 Baths
    • 3,304 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $248/SF
    • 52 Days On Market

    Current Estimated Value $823,606

    Last Listing Agent Brian McGrath McGrath Realty Inc

    12 Berry Ln, Pawling, NY 12564
    • 49 S Quaker Hill Rd, Pawling, NY 12564

      Est $1,443,790 Not Listed For Sale

      49 S Quaker Hill Rd, Pawling, NY 12564

      • 5 Beds
      • 4 Baths
      • 4,480 Sq Ft
      • Built 1840
      49 S Quaker Hill Rd, Pawling, NY 12564

      Last Sold Summary

      • 6% Above List Price
      • $304/SF
      • 78 Days On Market

      Last Sold Price $1,360,000

      Last Listing Agent Christine Ricci Keller Williams NY Realty

  • 54 Burgess Rd, Pawling, NY 12564

    $1,375,000 Sold May 13, 2025

    54 Burgess Rd, Pawling, NY 12564

    • 4 Beds
    • 3.5 Baths
    • 2,910 Sq Ft
    • Built 1926

    Last Sold Summary

    • 1% Below List Price
    • $473/SF
    • 60 Days On Market

    Current Estimated Value $1,377,330

    Last Listing Agent Jake Garay Serhant LLC

    54 Burgess Rd, Pawling, NY 12564
    • 92 W Deer Trail, Pawling, NY 12564

      Est $564,817 Not Listed For Sale

      92 W Deer Trail, Pawling, NY 12564

      • 3 Beds
      • 3.5 Baths
      • 2,992 Sq Ft
      • Built 2002
      92 W Deer Trail, Pawling, NY 12564

      Last Sold Summary

      • 8% Above List Price
      • $175/SF
      • 65 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Shannon Tully McGrath Realty Inc

  • 26 Fenwood Dr, Pawling, NY 12564

    $430,000 Sold Jul 22, 2025

    26 Fenwood Dr, Pawling, NY 12564

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Built 1963

    Last Sold Summary

    • 7% Below List Price
    • $287/SF
    • 177 Days On Market

    Current Estimated Value $433,329

    Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

    26 Fenwood Dr, Pawling, NY 12564
    • 86 W Deer Trail, Pawling, NY 12564

      Est $579,524 Not Listed For Sale

      86 W Deer Trail, Pawling, NY 12564

      • 4 Beds
      • 4 Baths
      • 3,550 Sq Ft
      • Built 2001
      86 W Deer Trail, Pawling, NY 12564

      Last Sold Summary

      • 12% Above List Price
      • $146/SF
      • 10 Days On Market

      Last Sold Price $519,000

      Last Listing Agent Maria Makaj Houlihan Lawrence Inc.

  • 7 Glen Ct, Pawling, NY 12564

    $575,000 Sold Dec 22, 2025

    7 Glen Ct, Pawling, NY 12564

    • 3 Beds
    • 2.5 Baths
    • 2,318 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Below List Price
    • $248/SF
    • 136 Days On Market

    Current Estimated Value $585,612

    Last Listing Agent Colleen McGrath McGrath Realty Inc

    7 Glen Ct, Pawling, NY 12564
    • 71 W Deer Trail, Pawling, NY 12564

      Est $576,034 Not Listed For Sale

      71 W Deer Trail, Pawling, NY 12564

      • 3 Beds
      • 2.5 Baths
      • 2,901 Sq Ft
      • Built 2001
      71 W Deer Trail, Pawling, NY 12564

      Last Sold Summary

      • 10% Above List Price
      • $181/SF
      • 35 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Claudia Jiskra McGrath Realty Inc

  • 0 S Quaker Hill Rd Unit KEY822354, Pawling, NY 12564

    $200,000 Sold Apr 30, 2025

    0 S Quaker Hill Rd Unit KEY822354, Pawling, NY 12564

    • Land
    • 11.14 Acres
    • $17,953 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 47 Days On Market

    Last Listing Agent John Melchior Howard Hanna Rand Realty

    0 S Quaker Hill Rd Unit KEY822354, Pawling, NY 12564
    • 48 W Deer Trail, Pawling, NY 12564

      Est $557,399 Not Listed For Sale

      48 W Deer Trail, Pawling, NY 12564

      • 4 Beds
      • 2.5 Baths
      • 3,898 Sq Ft
      • Built 2000
      48 W Deer Trail, Pawling, NY 12564

      Last Sold Summary

      • 9% Above List Price
      • $131/SF
      • 41 Days On Market

      Last Sold Price $510,000

      Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

  • 14 Summit Ave, Pawling, NY 12564

    $465,000 Sold Sep 15, 2025

    14 Summit Ave, Pawling, NY 12564

    • 2 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • Built 1957

    Last Sold Summary

    • 17% Above List Price
    • $273/SF
    • 31 Days On Market

    Current Estimated Value $448,387

    Last Listing Agent Karen Gundelach Keller Williams NY Realty

    14 Summit Ave, Pawling, NY 12564
    • 69 W Deer Trail, Pawling, NY 12564

      Est $706,052 Not Listed For Sale

      69 W Deer Trail, Pawling, NY 12564

      • 4 Beds
      • 4.5 Baths
      • 4,898 Sq Ft
      • Built 2001
      69 W Deer Trail, Pawling, NY 12564

      Last Sold Summary

      • 13% Above List Price
      • $128/SF
      • 13 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Laura Sterling Coldwell Banker Realty

  • 42 Harmony Rd, Pawling, NY 12564

    $415,000 Sold Aug 19, 2025

    42 Harmony Rd, Pawling, NY 12564

    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Below List Price
    • $360/SF
    • 33 Days On Market

    Current Estimated Value $410,251

    Last Listing Agent Reid McGrath McGrath Realty Inc

    42 Harmony Rd, Pawling, NY 12564
    • Unlisted Address

      Est $722,393 Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 2,599 Sq Ft
      • Built 2005
      Unlisted Address

      Last Sold Summary

      • 6% Above List Price
      • $262/SF
      • 38 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Claudia Jiskra McGrath Realty Inc

  • 7 Holiday St, Pawling, NY 12564

    $420,000 Sold Aug 01, 2025

    7 Holiday St, Pawling, NY 12564

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Below List Price
    • $398/SF
    • 29 Days On Market

    Current Estimated Value $410,008

    Last Listing Agent Lisa Liffland McGrath Realty Inc

    7 Holiday St, Pawling, NY 12564
    • 57 Millstream Ct, Pawling, NY 12564

      Est $646,236 Not Listed For Sale

      57 Millstream Ct, Pawling, NY 12564

      • 3 Beds
      • 2.5 Baths
      • 3,000 Sq Ft
      • Built 2000
      57 Millstream Ct, Pawling, NY 12564

      Last Sold Summary

      • 17% Above List Price
      • $183/SF
      • 16 Days On Market

      Last Sold Price $550,000

      Last Listing Agent AnnaMarie Russo Houlihan Lawrence Inc.

  • 7 Tower Hill Rd, Pawling, NY 12564

    $1,405,000 Sold Jul 24, 2025

    7 Tower Hill Rd, Pawling, NY 12564

    • 4 Beds
    • 3 Baths
    • 3,038 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Above List Price
    • $462/SF
    • 49 Days On Market

    Current Estimated Value $1,336,290

    Last Listing Agent Ryan Arket Compass Greater NY, LLC

    7 Tower Hill Rd, Pawling, NY 12564
    • 31 Millstream Ct, Pawling, NY 12564

      Est $716,779 Not Listed For Sale

      31 Millstream Ct, Pawling, NY 12564

      • 4 Beds
      • 2.5 Baths
      • 3,078 Sq Ft
      • Built 2000
      31 Millstream Ct, Pawling, NY 12564

      Last Sold Summary

      • 4% Above List Price
      • $225/SF
      • 144 Days On Market

      Last Sold Price $692,500

      Last Listing Agent Mary Craig Coldwell Banker Realty

  • 147 Highlands Dr, Pawling, NY 12564

    $740,000 Sold Mar 27, 2025

    147 Highlands Dr, Pawling, NY 12564

    • 4 Beds
    • 3 Baths
    • 3,739 Sq Ft
    • Built 2004

    Last Sold Summary

    • $198/SF
    • 20 Days On Market

    Current Estimated Value $760,604

    Last Listing Agent Pete Rodriguez William Raveis Real Estate

    147 Highlands Dr, Pawling, NY 12564
    • 6 Harmony Hill Rd, Pawling, NY 12564

      Est $413,145 Not Listed For Sale

      6 Harmony Hill Rd, Pawling, NY 12564

      • 2 Beds
      • 1 Bath
      • 1,394 Sq Ft
      • Built 1914
      6 Harmony Hill Rd, Pawling, NY 12564

      Last Sold Summary

      • 5% Above List Price
      • $281/SF
      • 22 Days On Market

      Last Sold Price $392,000

      Last Listing Agent Nannette Fransen Houlihan Lawrence Inc.

  • 9 Strawberry Hill Rd, Pawling, NY 12564

    $840,000 Sold Apr 28, 2025

    9 Strawberry Hill Rd, Pawling, NY 12564

    • 3 Beds
    • 3.5 Baths
    • 2,768 Sq Ft
    • Built 1967

    Last Sold Summary

    • 14% Below List Price
    • $303/SF
    • 103 Days On Market

    Current Estimated Value $875,411

    Last Listing Agent Brian McGrath McGrath Realty Inc

    9 Strawberry Hill Rd, Pawling, NY 12564
    • 34 Mohawk Trail, Pawling, NY 12564

      Est $473,922 Not Listed For Sale

      34 Mohawk Trail, Pawling, NY 12564

      • 3 Beds
      • 3.5 Baths
      • 3,021 Sq Ft
      • Built 2001
      34 Mohawk Trail, Pawling, NY 12564

      Last Sold Summary

      • 12% Above List Price
      • $141/SF
      • 23 Days On Market

      Last Sold Price $425,000

      Last Listing Agent AMBER ACKERMANN Hudson River Line Realty

  • 23 Juniper Ln, Pawling, NY 12564

    $385,000 Sold Dec 02, 2025

    23 Juniper Ln, Pawling, NY 12564

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $181/SF
    • 31 Days On Market

    Current Estimated Value $389,633

    Last Listing Agent Judith 'Judy' Albert BHHS Hudson Valley Properties

    23 Juniper Ln, Pawling, NY 12564
    • 45 Mohawk Trail, Pawling, NY 12564
      45 Mohawk Trail, Pawling, NY 12564
      /2

      Est $385,215 Not Listed For Sale

      45 Mohawk Trail, Pawling, NY 12564

      • 2 Beds
      • 2 Baths
      • 1,115 Sq Ft
      • Built 1999
      45 Mohawk Trail, Pawling, NY 12564

      Last Sold Summary

      • 17% Below List Price
      • $296/SF

      Last Sold Price $330,000

      Last Listing Agent Shannon Tully McGrath Realty Inc

  • 10 John Kane Ct, Pawling, NY 12564

    $412,500 Sold May 27, 2025

    10 John Kane Ct, Pawling, NY 12564

    • 2 Beds
    • 2 Baths
    • 1,564 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Above List Price
    • $264/SF
    • 43 Days On Market

    Current Estimated Value $448,000

    Last Listing Agent Jessica Diaz Coldwell Banker Realty

    10 John Kane Ct, Pawling, NY 12564
    • 43 Nathan Pierce Ct, Pawling, NY 12564

      Est $435,453 Not Listed For Sale

      43 Nathan Pierce Ct, Pawling, NY 12564

      • 3 Beds
      • 2.5 Baths
      • 1,600 Sq Ft
      • Built 2000
      43 Nathan Pierce Ct, Pawling, NY 12564

      Last Sold Summary

      • 2% Above List Price
      • $266/SF
      • 16 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Claudia Jiskra McGrath Realty Inc

  • 33 Grandview Ave, Pawling, NY 12564

    $399,000 Sold Sep 26, 2025

    33 Grandview Ave, Pawling, NY 12564

    • 4 Beds
    • 1 Bath
    • 1,157 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Above List Price
    • $345/SF
    • 44 Days On Market

    Current Estimated Value $394,729

    Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

    33 Grandview Ave, Pawling, NY 12564
    • 79 Kings Way, Pawling, NY 12564

      Est $439,055 Not Listed For Sale

      79 Kings Way, Pawling, NY 12564

      • 3 Beds
      • 2.5 Baths
      • 1,917 Sq Ft
      • Built 2003
      79 Kings Way, Pawling, NY 12564

      Last Sold Summary

      • 10% Above List Price
      • $209/SF
      • 14 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Anna Proctor Compass Greater NY, LLC

  • 2 Bridle Way, Pawling, NY 12564

    $485,000 Sold Feb 11, 2026

    2 Bridle Way, Pawling, NY 12564

    • 3 Beds
    • 3.5 Baths
    • 3,467 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $140/SF
    • 27 Days On Market

    Current Estimated Value $544,281

    Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

    2 Bridle Way, Pawling, NY 12564
    • 15 Cushing Green S, Pawling, NY 12564

      Est $419,562 Not Listed For Sale

      15 Cushing Green S, Pawling, NY 12564

      • 2 Beds
      • 2.5 Baths
      • 1,442 Sq Ft
      • Built 1987
      15 Cushing Green S, Pawling, NY 12564

      Last Sold Summary

      • 5% Above List Price
      • $277/SF
      • 22 Days On Market

      Last Sold Price $399,000

      Last Listing Agent Claudia Jiskra McGrath Realty Inc

  • 56 Gristmill Ln, Pawling, NY 12564

    $499,850 Sold Apr 28, 2025

    56 Gristmill Ln, Pawling, NY 12564

    • 3 Beds
    • 1.5 Baths
    • 1,876 Sq Ft
    • Built 1970

    Last Sold Summary

    • 3% Above List Price
    • $266/SF
    • 14 Days On Market

    Current Estimated Value $523,322

    Last Listing Agent Gino Bello Howard Hanna Rand Realty

    56 Gristmill Ln, Pawling, NY 12564
    • 56 Tory Ln, Pawling, NY 12564

      Est $621,580 Not Listed For Sale

      56 Tory Ln, Pawling, NY 12564

      • 4 Beds
      • 2.5 Baths
      • 2,896 Sq Ft
      • Built 1999
      56 Tory Ln, Pawling, NY 12564

      Last Sold Summary

      • 15% Above List Price
      • $186/SF
      • 23 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

  • 104 Mohawk Trail, Pawling, NY 12564

    $532,000 Sold Jul 18, 2025

    104 Mohawk Trail, Pawling, NY 12564

    • 3 Beds
    • 2.5 Baths
    • 2,175 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $245/SF
    • 23 Days On Market

    Current Estimated Value $538,069

    Last Listing Agent Pete Rodriguez William Raveis Real Estate

    104 Mohawk Trail, Pawling, NY 12564
    • 10 Watchhill Rd, Pawling, NY 12564

      Est $663,972 Not Listed For Sale

      10 Watchhill Rd, Pawling, NY 12564

      • 4 Beds
      • 3.5 Baths
      • 4,502 Sq Ft
      • Built 2002
      10 Watchhill Rd, Pawling, NY 12564

      Last Sold Summary

      • 22% Above List Price
      • $121/SF
      • 49 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Shannon Tully McGrath Realty Inc

  • 53 Mohawk Trail, Pawling, NY 12564

    $360,000 Sold Jun 20, 2025

    53 Mohawk Trail, Pawling, NY 12564

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Above List Price
    • $323/SF
    • 27 Days On Market

    Current Estimated Value $367,020

    Last Listing Agent Pamela Blecker Keller Williams Realty Partner

    53 Mohawk Trail, Pawling, NY 12564
    • 1 Osborn Hill Rd, Pawling, NY 12564

      Est $537,474 Not Listed For Sale

      1 Osborn Hill Rd, Pawling, NY 12564

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 2003
      1 Osborn Hill Rd, Pawling, NY 12564

      Last Sold Summary

      • 25% Above List Price
      • $226/SF
      • 33 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Claudia Jiskra McGrath Realty Inc

  • 23 Union St, Pawling, NY 12564

    $405,000 Sold Feb 11, 2026

    23 Union St, Pawling, NY 12564

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1890

    Last Sold Summary

    • 16% Below List Price
    • $274/SF
    • 138 Days On Market

    Current Estimated Value $412,489

    Last Listing Agent Brett David Miller K Fortuna Lighthouse Realty

    23 Union St, Pawling, NY 12564
    • 54 Old Route 55, Pawling, NY 12564

      Est $703,482 Not Listed For Sale

      54 Old Route 55, Pawling, NY 12564

      • 3 Beds
      • 3 Baths
      • 2,344 Sq Ft
      • Built 1950
      54 Old Route 55, Pawling, NY 12564

      Last Sold Summary

      • 6% Above List Price
      • $283/SF
      • 195 Days On Market

      Last Sold Price $662,500

      Last Listing Agent Suzanne Browne-Shilling Coldwell Banker Realty

  • 8 Ravine Rd, Pawling, NY 12564

    $175,000 Sold Aug 15, 2025

    8 Ravine Rd, Pawling, NY 12564

    • Land
    • 6.04 Acres
    • $28,974 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 278 Days On Market

    Last Listing Agent Shannon Tully McGrath Realty Inc

    8 Ravine Rd, Pawling, NY 12564

Showing Results 121 - 160, Page 4 of 18

New York Dutchess County Pawling 12564

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group